Pinecrest Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Pinecrest Vacation
Say farewell to the hassle of planning and hello to a Pinecrest vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Coconut Grove, which is great for cafes, watersports and shopping. Love to explore your surroundings? University of Miami, Dadeland Mall and Santas Enchanted Forest are some of the top-rated places to visit during a trip to Pinecrest. Expedia has what you need to escape the everyday. Tailor your vacation to Pinecrest to suit your style of travel, whatever that may be!
Top Pinecrest Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Barcelona Studios Guesthouse
South Beach
CA $805
per person
Nov 12 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.4/10 Exceptional! (263 reviews)
This property was absolutely amazing! Not only do they have communal toiletries (sun screen, umbrella, etc.) but they also have beach chairs for you to use, beach towels, and the staff was simply amazing!
I can’t wait to return!
Reviewed on Sep 21, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $11,621
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Park Central South Beach
South Beach
CA $1,667
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,869 reviews)
the location is impossible to beat , staff was wonderful, really good food priced competitively for the location , we'll definitely return.
Reviewed on Sep 24, 2026
Ready to book your vacation to Pinecrest?
Pinecrest Hotel Deals
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
CA $419
CA $572 total
Oct 6 - Oct 7
includes taxes & fees
8.4/10 Very good! (9,021 reviews)
"Thanks"
Reviewed on Sep 25, 2026
Loews Miami Beach Hotel – South Beach
1601 Collins Ave Miami Beach FL
Fully refundableReserve now, pay when you stay
CA $395
CA $530 total
Sep 30 - Oct 1
includes taxes & fees
Miami International Airport Hotel
N.W. 20th & Lejeune Road Miami FL
Fully refundableReserve now, pay when you stay
CA $228
CA $258 total
Sep 27 - Sep 28
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Pinecrest attractions
Pinecrest Gardens
8.0/10 (5 reviews)
Explore the great outdoors at Pinecrest Gardens, a lovely green space in Pinecrest. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.
Coral Pine Park Tennis Center
Catch an event at Coral Pine Park Tennis Center during your trip to Pinecrest. Amble around the area's gardens or visit its shops.
Coral Pine Park
Coral Pine Park is just one of the places to see in Pinecrest, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants and acclaimed art scene in this vibrant area.
Peace Center
After visiting Peace Center, make a plan to see the other sights and activities in Pinecrest. Amble around the area's gardens or visit its shops.
What to do in Pinecrest
Thrilling Speedboat + Sightseeing Tour of Miami
CA $73
per adult
94% of travellers recommend
Miami Skyline Evening Cruise of Biscayne Bay with stop at South Beach
CA $49
per adult
Miami: Skyviews Miami Observation Wheel Flexible Date Ticket
CA $35
per adult
94% of travellers recommend
Frequently asked questions
How much does a Pinecrest vacation package cost?
Offering great value package deals from CA $805 on Expedia, you'll be thrilled with how little a vacation to Pinecrest costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Pinecrest?
To pick up cheap Pinecrest vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Pinecrest?
Pinecrest vacations can be as short or long as you like, but to get a real feel for this place, we reckon 6 days is about right. In this timeframe, you can visit top attractions like Fairchild Tropical Botanic Garden and The Palms at Town & Country and seek out some lesser-known gems. Don't skip neighbourhoods such as Coconut Grove and Glenvar Heights either. If you're clever with your time, you can even take a day trip or two from Pinecrest too.
Is it worth booking a vacation package to Pinecrest?
Pinecrest offers everything you need for an unforgettable trip. Begin your Pinecrest vacation on a high note by exploring popular attractions like Coral Pine Park.
How to find the best Pinecrest package deals?
Start your search for a Pinecrest package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Pinecrest package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pinecrest getaway off to a flying start.
Is it cheaper to book a Pinecrest vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Pinecrest vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Pinecrest?
If you've got your Pinecrest vacation dates confirmed, book as early as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Pinecrest?
- Choose when to get away: Check your diary and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Pinecrest.
- Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Pinecrest.
- Decide how many days away: Start by compiling a list of the attractions you'd like to experience in Pinecrest. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the right Pinecrest vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
